Herbicidal compositions comprising benzofuryloxyphenylurea or benzopyranyloxyphenylurea herbicides and dicamba, triclopyr, mecoprop, fluroxypyr, bentazone, or metribuzin

ABSTRACT

Combinations of (A) N,N-di-substituted urea of formula (I) and a compound selected from (B) 3,6-dichloro-2-methoxybenzoic acid, [(3,5,6-trichloro-2-pyridyl)-oxy]acetic acid triethylamine salt, 2-(4-chloro-2-methylphenoxy)propionic acid, 4-amino-3,5-dichloro-6-fluoro-2-pyridineoxy acetic acid, 3-isopropyl-1H-2,1,3-benzothiazin-4(3H)-one-2,2-dioxide and 4-amino-6-(1,1-dimethylethyl)-3-(methylthio)1,2,4-triazin-5(4H)-one. These combinations exhibit herbicidal activity against a wide range of weeds even in a comparatively small dosage, and are safe and show no phytotoxicity to useful crops.

TECHNICAL FIELD

This invention relates to a herbicidal composition and a herbicidalmethod. More specifically, this invention relates to a herbicidalcomposition which exhibits excellent herbicidal activity even in acomparatively small dosage, and a method of controlling weeds with same.

TECHNICAL BACKGROUND

Wheat, corn, rice, soybean, etc., are important crops, and a variety ofherbicides have been used to achieve an increase in yields of thesecrops. However, conventional herbicides are hardly satisfactory inrespect of herbicidal activity and safety for crops. It is desired todevelop a safe herbicide which kills detrimental weeds in a smalldosage, and shows no phytotoxicity to crops.

As such a herbicide, Japanese Laid-Open (Kokai) Patent Publication No.10779/1988 (Sho 63-10779) discloses and proposes compounds of thefollowing formula (IA) ##STR1## wherein Ar^(o) is a group of theformula, ##STR2## in which R¹¹ to R¹³ and R¹⁵ to R¹⁹ are the same as ordifferent from each other and each is a hydrogen atom, a methyl group oran ethyl group, and each of R¹⁴ and R²⁰ is a hydrogen atom, a hydroxylgroup, a methyl group, a methoxy group or an ethoxy group, and

R^(o) is a methyl group or a methoxy group.

Japanese Laid-Open (Kokai) Patent Publication No. 201180/1988 (Sho63-201180) discloses a herbicidal composition comprising, as activeingredients, at least one compound selected from the group of ureaderivative compounds of the following formula (IB) ##STR3## wherein:

Ar' is a group of the formula ##STR4## wherein R²¹ to R³⁵ are the sameas or different from each other and each is a hydrogen atom, a loweralkyl group or a lower alkoxyl group, R³⁶ is a hydrogen atom, a loweralkyl group, a lower alkoxy group or a hydroxyl group provided that R²²and R²³, R²⁶ and R²⁷, R²⁹ and R³⁰, R³¹ and R³³, or R³³ and R³⁵ may bebonded to each other to form an alkylene chain optionally substitutedwith a lower alkyl group and may form a 5- or 6-membered ring togetherwith carbon atoms to which these groups are bonded, or R³¹ and R³² maybe bonded to each other to form an ethylenedioxyl group, or R³⁴ and R³⁵may be bonded to each other to form a dichloromethylene group, A is anitrogen atom or ##STR5## in which X is a hydrogen atom, a chlorineatom, a nitro group or a trifluoromethyl group, and B is a hydrogenatom, a methyl group or a methoxy group, and at least one compoundselected from the group consisting of the following compounds (2A) to(2P): (2A) 4-chlorobutyn-2-yl N-(3-chlorophenyl)carbamate, (2B)1,2-dimethyl-3,5-diphenyl-1H-pyrazolium methylsulfate, (2C) methyl2-[4-(2,4-dichlorophenoxy)phenoxy]propionate, (2D)3-(4-isopropylphenyl)-1,1-dimethylurea, (2E)3-(3-chloro-4-methylphenyl)-1,1-dimethylurea, (2F) ethyl2-[N-benzoyl-N-(3,4-dichlorophenyl)amino]propionate, (2G)S-2,3,3-trichloro-2-propenyl-N,N-diisopropylthiocarbamate, (2H)4-hydroxy-3,5-diiodobenzonitrile, (2I)2-chloro-N-(4-methoxy-6-methyl-1,3,5-triazin-2-ylaminocarbonyl)benzenesulfonamide, (2J) 3-(2-benzothiazolyl)-1,3-dimethylurea, (2K)2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine, (2L)2-(4-chloro-6-ethylamino-1,3,5-triazin-2-yl)amino-2-methylpropionitrile,(2M) 2-(3,5-dichlorophenyl)-2-( 2,2,2-trichloroethyl)oxirane, (2N)2-chloro-2'-ethyl-N-(2-methoxy-1-methylethyl)-6'-methylacetanilide, (20)2-chloro-2',6'-diethyl-N-methoxymethylacetanilide, and (2P)2-chloro-N-isopropyl-N-(3,3,5-trimethylcyclohexenyl)acetamide.

Further, the following compounds (3A) to (3P) are known to beherbicidally active compounds: (3A)3-(5-tert-butyl-1,3,4-thiadiazolyl-2-yl)-1,3-dimethylurea, (3B)1,3-dimethyl-3-(5-trifluoromethyl-1,3,4-thiadiazoyl-2-yl)urea, (3C)1-(5-ethylsulfonyl-1,3,4-thiadiazoyl-2-yl)-1,3-dimethylurea, (3D)3-(3,4-dichlorophenyl)-1,1-dimethylurea, (3E)3-(3,4-dichlorophenyl)-1-methoxy-1-methylurea, (3F)3,6-dichloro-2-methoxybenzoic acid, (3G)[(3,5,6-trichloro-2-pyridyl)-oxy]acetic acid triethylamine salt, (3H)4-chloro-2-methylphenoxy acetic acid, (3I)2-(4-chloro-2-methylphenoxy)propionic acid, (3J)4-amino-3,5-dichloro-6-fluoro-2-pyridyloxy acetic acid, (3K) isopropylN-(3-chlorophenyl)carbamate ester, (3L) N,N-diethylthiolcarbamicacid-S-(2-chlorobenzyl)ester, (3M)2-methylthio-4-isopropylamino-6-methylamino-1,3,5-triazine, (3N)2-chloro-4,6-bis(ethylamino)-1,3,5-triazine, (30)4-amino-6-tert-butyl-3-methylthio-1,2,4-triazin-5(4H)-one, and (3P) 3-isopropyl-1H-2,1,3-benzothiazin-4(3H)-one-2,2-dioxde.

However, the above compound (1A) and the above compounds (3A) to (3P)have drawbacks that when these compounds are used alone, they have aneffect on controlling various weeds only when used in a high dosage, butuse of them in a low dosage is limited to very small kind ofcontrollable weeds. These drawbacks remain to be solved.

The above Japanese Laid-Open Patent Publication discloses the following:The composition comprising a combination of the above compound (1B) withone of the compounds (2A) to (2P) is a composition comprising acombination of the compound (1B) which is not necessarily sufficient inthe herbicidal activity against gramineous weeds such as wild oat,blackgrass, etc., with one of the compounds (2A) to (2G), (2J) and (2M)to (2P) which are excellent in the herbicidal activity against thesegramineous weeds, with one of the compounds (2H) and (2I) which areexcellent in the herbicidal activity against broad-leaved weeds, or withone of the compounds (2K) and (2L) which are excellent in the herbicidalactivity against annual broad-leaved weeds and some gramineous weeds,and the composition comprising one of the above combinations exhibits aherbicidal effect that cannot be obtained when the above compounds areused alone.

DISCLOSURE OF THE INVENTION

It is an object of this invention to provide a novel herbicidalcomposition comprising a novel combination of herbicidally activecompounds.

It is another object of this invention to provide a herbicidalcomposition having excellent herbicidal activity even in a relativelysmall dose.

It is further another object of this invention to provide a herbicidalcomposition having excellent herbicidal effect and being capable ofcontrolling weeds which are difficult to control with a herbicidallyactive compound alone.

It is still further another object of this invention to provide aherbicidal composition having high safety in use for narrow-leaved cropssuch as wheat, corn, etc., in particular.

It is yet another object of this invention to provide a method ofcontrolling weeds, which comprises applying a novel combination ofherbicidally active compounds, provided by this invention, butsimultaneously and separately applying the herbicidally active compoundsin an area where weeds to be controlled occur.

These and other objects and advantages of this invention will becomemore apparent from the following description.

According to this invention, the above objects and advantages of thisinvention are, in the first place, achieved by a herbicidal compositioncontaining, as active ingredients,

(A) at least one compound selected from the group consisting ofcompounds of the following formula (I) ##STR6## wherein:

Ar is selected from the organic groups of the following formulae (I)-a,(I)-b and (I)-c, ##STR7## in which R¹ to R³ are the same as or differentfrom each other and are a hydrogen atom, a methyl group or an ethylgroup, ##STR8## in which R⁴ is a hydrogen atom, a hydroxyl group, amethyl group, a methoxy group or an ethoxy group, and R⁵ and R⁶ are thesame as or different from each other and are a hydrogen atom, a methylgroup or an ethyl group, and ##STR9## in which R⁷ to R⁹ are the same asor different from each other and are a hydrogen atom, a methyl group oran ethyl group, and R¹⁰ is a hydrogen atom, a hydroxyl group, a methylgroup, a methoxy group or an ethoxy group, and

R is a methyl group or a methoxy group, and

(B) at least one compound selected from the group consisting ofcompounds of the following formulae (II)-1, (II)-2, (II)-3, (II)-4,(II)-5 and (II)-6, ##STR10##

The compounds of the formula (I) wherein Ar is (I)-a, the compounds ofthe formula (I) wherein Ar is (I)-b and the compounds of the formula (I)wherein A is (I)-c are represented by (I)-1, (I)-2 and (I)-3,respectively. ##STR11## wherein R¹ to R³ are the same as or differentfrom each other and are a hydrogen atom, a methyl group or an ethylgroup, ##STR12## wherein R⁴ is a hydrogen atom, a hydroxyl group, amethyl group, a methoxy group or an ethoxy group, and R⁵ and R⁶ are thesame as or different from each other and are a hydrogen atom, a methylgroup or an ethyl group, and ##STR13## wherein R⁷ to R⁹ are the same asor different from each other and are a hydrogen atom, a methyl group oran ethyl group, and R¹⁰ is a hydrogen atom, a hydroxyl group, a methylgroup, a methoxy group or an ethoxy group.

Examples of the compounds of the above formula (I) include compoundslisted in Table 1 (compounds of the formula (I)-1), compounds listed inTable 2 (compounds of the formula (I)-2) and compounds listed in Table 3(compounds of the formula (I)-3).

                  TABLE 1                                                         ______________________________________                                         ##STR14##                                                                    Compound No.  R.sup.1 R.sup.2  R.sup.3                                                                             R                                        ______________________________________                                        1             H       H        H     CH.sub.3                                 2             H       H        H     OCH.sub.3                                3             CH.sub.3                                                                              H        H     CH.sub.3                                 4             CH.sub.3                                                                              H        H     OCH.sub.3                                5             CH.sub.3                                                                              CH.sub.3 H     CH.sub.3                                 6             CH.sub.3                                                                              CH.sub.3 H     OCH.sub.3                                7             H       CH.sub.3 CH.sub.3                                                                            CH.sub.3                                 8             H       CH.sub.3 CH.sub.3                                                                            OCH.sub.3                                9             H       H        C.sub.2 H.sub.5                                                                     CH.sub.3                                 10            H       H        C.sub.2 H.sub.5                                                                     OCH.sub.3                                11            H       CH.sub.3 C.sub.2 H.sub.5                                                                     CH.sub.3                                 12            H       CH.sub.3 C.sub.2 H.sub.5                                                                     OCH.sub.3                                13            CH.sub.3                                                                              CH.sub.3 CH.sub.3                                                                            CH.sub.3                                 14            CH.sub.3                                                                              CH.sub.3 CH.sub.3                                                                            OCH.sub.3                                15            CH.sub.3                                                                              CH.sub.3 C.sub.2 H.sub.5                                                                     CH.sub.3                                 16            CH.sub.3                                                                              CH.sub.3 C.sub.2 H.sub.5                                                                     OCH.sub.3                                17            C.sub.2 H.sub.5                                                                       H        H     CH.sub.3                                 18            C.sub.2 H.sub.5                                                                       H        H     OCH.sub.3                                19            H       CH.sub.3 H     CH.sub.3                                 20            H       CH.sub.3 H     OCH.sub.3                                21            H       C.sub.2 H.sub.5                                                                        C.sub.2 H.sub.5                                                                     CH.sub.3                                 22            H       C.sub.2 H.sub.5                                                                        C.sub.2 H.sub.5                                                                     OCH.sub.3                                23            C.sub.2 H.sub.5                                                                       CH.sub.3 CH.sub.3                                                                            CH.sub.3                                 24            C.sub.2 H.sub.5                                                                       CH.sub.3 CH.sub.3                                                                            OCH.sub.3                                ______________________________________                                    

                  TABLE 2                                                         ______________________________________                                         ##STR15##                                                                    Compound No. R.sup.4   R.sup.5 R.sup.6                                                                             R                                        ______________________________________                                        25           CH.sub.3  H       H     CH.sub.3                                 26           CH.sub.3  H       H     OCH.sub.3                                27           H         CH.sub.3                                                                              H     CH.sub.3                                 28           H         CH.sub.3                                                                              H     OCH.sub.3                                29           H         C.sub.2 H.sub.5                                                                       H     CH.sub.3                                 30           H         C.sub.2 H.sub.5                                                                       H     OCH.sub.3                                31           OCH.sub.3 C.sub.2 H.sub.5                                                                       H     CH.sub.3                                 32           OCH.sub.3 C.sub.2 H.sub.5                                                                       H     OCH.sub.3                                33           CH.sub.3  CH.sub.3                                                                              H     CH.sub.3                                 34           CH.sub.3  CH.sub.3                                                                              H     OCH.sub.3                                35           OC.sub.2 H.sub.5                                                                        CH.sub.3                                                                              H     CH.sub.3                                 36           OC.sub.2 H.sub.5                                                                        CH.sub.3                                                                              H     OCH.sub.3                                37           OCH.sub.3 CH.sub.3                                                                              CH.sub.3                                                                            CH.sub.3                                 38           OCH.sub.3 CH.sub.3                                                                              CH.sub.3                                                                            OCH.sub.3                                39           OCH.sub.3 CH.sub.3                                                                              C.sub.2 H.sub.5                                                                     CH.sub.3                                 40           OCH.sub.3 CH.sub.3                                                                              C.sub.2 H.sub.5                                                                     OCH.sub.3                                41           OCH.sub.3 C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                     CH.sub.3                                 42           OCH.sub.3 C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                     OCH.sub.3                                43           OC.sub.2 H.sub.5                                                                        CH.sub.3                                                                              CH.sub.3                                                                            CH.sub.3                                 44           OC.sub.2 H.sub.5                                                                        CH.sub.3                                                                              CH.sub.3                                                                            OCH.sub.3                                45           H         CH.sub.3                                                                              CH.sub.3                                                                            CH.sub.3                                 46           H         CH.sub.3                                                                              CH.sub.3                                                                            OCH.sub.3                                47           OC.sub.2 H.sub.5                                                                        C.sub.2 H.sub.5                                                                       H     CH.sub.3                                 48           OC.sub.2 H.sub.5                                                                        C.sub.2 H.sub.5                                                                       H     OCH.sub.3                                ______________________________________                                    

                  TABLE 3                                                         ______________________________________                                         ##STR16##                                                                    Compound No.                                                                             R.sup.7 R.sup.8 R.sup.9                                                                             R.sup.10                                                                             R                                     ______________________________________                                        49         H       H       H     H      CH.sub.3                              50         H       H       H     H      OCH.sub.3                             51         CH.sub.3                                                                              H       H     H      CH.sub.3                              52         CH.sub.3                                                                              H       H     H      OCH.sub.3                             53         H       H       CH.sub.3                                                                            H      CH.sub.3                              54         H       H       CH.sub.3                                                                            H      OCH.sub.3                             55         CH.sub.3                                                                              CH.sub.3                                                                              H     H      CH.sub.3                              56         CH.sub.3                                                                              CH.sub.3                                                                              H     H      OCH.sub.3                             57         H       H       CH.sub.3                                                                            CH.sub.3                                                                             CH.sub.3                              58         H       H       CH.sub.3                                                                            CH.sub.3                                                                             OCH.sub.3                             59         CH.sub.3                                                                              CH.sub.3                                                                              CH.sub.3                                                                            H      CH.sub.3                              60         CH.sub.3                                                                              CH.sub.3                                                                              CH.sub.3                                                                            H      OCH.sub.3                             61         CH.sub.3                                                                              H       CH.sub.3                                                                            CH.sub.3                                                                             CH.sub.3                              62         CH.sub.3                                                                              H       CH.sub. 3                                                                           CH.sub.3                                                                             OCH.sub.3                             63         CH.sub.3                                                                              CH.sub.3                                                                              CH.sub.3                                                                            OH     CH.sub.3                              64         CH.sub.3                                                                              CH.sub.3                                                                              CH.sub.3                                                                            OH     OCH.sub.3                             65         CH.sub.3                                                                              CH.sub.3                                                                              CH.sub.3                                                                            OCH.sub.3                                                                            CH.sub.3                              66         CH.sub.3                                                                              CH.sub.3                                                                              CH.sub.3                                                                            OCH.sub.3                                                                            OCH.sub.3                             67         CH.sub.3                                                                              CH.sub.3                                                                              CH.sub.3                                                                            OC.sub.2 H.sub.5                                                                     CH.sub.3                              68         CH.sub.3                                                                              CH.sub.3                                                                              CH.sub.3                                                                            OC.sub.2 H.sub.5                                                                     OCH.sub.3                             69         H       H       C.sub.2 H.sub.5                                                                     H      CH.sub.3                              70         H       H       C.sub.2 H.sub.5                                                                     H      OCH.sub.3                             71         H       H       OCH.sub.3                                                                           H      CH.sub.3                              72         H       H       OCH.sub.3                                                                           H      OCH.sub.3                             73         H       H       OC.sub.2 H.sub.5                                                                    H      CH.sub.3                              74         H       H       OC.sub.2 H.sub.5                                                                    H      OCH.sub.3                             75         C.sub.2 H.sub.5                                                                       H       H     H      CH.sub.3                              76         C.sub.2 H.sub.5                                                                       H       H     H      OCH.sub.3                             77         CH.sub.3                                                                              H       CH.sub.3                                                                            H      CH.sub.3                              78         CH.sub.3                                                                              H       CH.sub.3                                                                            H      OCH.sub.3                             79         CH.sub.3                                                                              H       OCH.sub.3                                                                           H      CH.sub.3                              80         CH.sub.3                                                                              H       OCH.sub.3                                                                           H      OCH.sub.3                             81         CH.sub.3                                                                              H       OC.sub.2 H.sub.5                                                                    H      CH.sub.3                              82         CH.sub.3                                                                              H       OC.sub.2 H.sub.5                                                                    H      OCH.sub.3                             83         H       H       CH.sub.3                                                                            C.sub.2 H.sub.5                                                                      CH.sub.3                              84         H       H       CH.sub.3                                                                            C.sub.2 H.sub.5                                                                      OCH.sub.3                             85         H       H       CH.sub.3                                                                            OCH.sub.3                                                                            CH.sub.3                              86         H       H       CH.sub.3                                                                            OCH.sub.3                                                                            OCH.sub.3                             87         H       H       CH.sub.3                                                                            OC.sub.2 H.sub.5                                                                     CH.sub.3                              88         H       H       CH.sub.3                                                                            OC.sub.2 H.sub.5                                                                     OCH.sub.3                             89         H       H       C.sub.2 H.sub.5                                                                     OCH.sub.3                                                                            CH.sub.3                              90         H       H       C.sub.2 H.sub.5                                                                     OCH.sub.3                                                                            OCH.sub.3                             91         CH.sub.3                                                                              H       CH.sub.3                                                                            OCH.sub.3                                                                            CH.sub.3                              92         CH.sub.3                                                                              H       CH.sub.3                                                                            OCH.sub.3                                                                            OCH.sub.3                             93         CH.sub.3                                                                              H       C.sub.2 H.sub.5                                                                     OCH.sub.3                                                                            CH.sub.3                              94         CH.sub.3                                                                              H       C.sub.2 H.sub.5                                                                     OCH.sub.3                                                                            OCH.sub.3                             ______________________________________                                    

The compounds of the above formula (I) can be produced by the methoddisclosed in Japanese Laid-Open (Kokai) Patent Publication No.10779/1988 (Sho 63-10779), i.e. either

(i) by reacting an aniline derivative of the following formula,##STR17## wherein Ar is as defined in the above formula (I), with methylisocyanate, N,N-dimethylcarbamic acid chloride orN-methoxy-N-methylcarbamic acid chloride, or

(ii) by reacting an isocyanic acid ester derivative of the followingformula, ##STR18## wherein Ar is as defined in the above formula (I),with an amino acid of the following formula, ##STR19## wherein R is asdefined in the above formula (I).

In the composition of this invention, the herbicidally activecompound(s) which are used together with the compound(s) of the aboveformula (I) are selected from the specified compounds of the formulae(II)-1 to (II)-6.

The compound (II)-1 is the same as the foregoing compound (3F), calleddicamba, i.e. 3,6-dichloro-2-methoxybenzoic acid.

The compound (II)-2 is the same as the foregoing compound (3G), calledtriclopyr, i.e. [3,5,6-trichloro-2-pyridyl)-oxy]aceticacid.triethylamine salt.

The compound (II)-3 is the same as the foregoing compound (3I), calledMCPP, i.e. 2-(4-chloro-2-methylphenoxy)-propionic acid.

The compound (II)-4 is the same as the foregoing compound (3J), calledfluroxypyr, i.e. 4-amino-3,5-dichloro-6-fluoro-2-pyridineoxy aceticacid.

The compound (II)-5 is the same as the foregoing compound (3P), calledbentazone, i.e. 3-isopropyl-1H-2,1,3-benzothiazin-4(3H)-one-2,2-dioxide.

The compound (II)-6 is the same as the foregoing compound (30), calledMetribuzin, i.e.4-amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-one.

The herbicidal composition of this invention contains at least onecompound selected from the compounds of the formula (I) and at least onecompound selected from the compounds of the formulae (II)-1 to (II)-6,and optionally may further contain at least one compound selected fromthe foregoing compounds (2A) to (2P), (3A) to (3E), (3H) and (3K) to(3N).

The rate of application of each of the compounds of the formula (I) andthe compounds of the formula (II)-1 to (II)-6 differs depending upon thetypes of weeds, their growth stage, their occurrence density, etc.Generally, it is preferred that in the herbicidal composition of thisinvention, the dose of the compound(s) of the formula (I) is 0.05 to 0.5kg/ha, and the dose of the compound(s) of the formulae (II)-1 to (II)-6is 0.05 to 1 kg/ha.

The herbicidal composition of this invention may be applied to weeds atvarious growth stages. In particular, the herbicidal composition of thisinvention exhibits an excellent herbicidal effect when it is applied tostalks and leaves of weeds cleaning their growing period.

The herbicides composition of this invention is preferably used andapplied in the following formulations. The above active ingredients aremixed with a carrier, a surfactant, a dispersant, an adjuvant, etc., andthe mixture is made, for example, into granules, a wettable powder, anemulsifiable concentrate, fine granules, a dust, etc., according toconventional methods. The carrier is preferably selected from solidcarriers such as talc, bentonite, clay, kaolin, diatomaceous earth,white carbon, vermiculite, slaked lime, quartz sand, ammonium sulfate,urea, etc., and liquid carriers such as isopropyl alcohol, xylene,cyclohexanone, etc. The surfactant and dispersant are selected, forexample, from a salt of alcohol sulfate ester, alkylsulfonate, ligninsulfonate, polyoxyethylene glycol ether, polyoxyethylene alkylarylether, polyoxyethylene sorbitan monoalkylate, etc. The adjuvant isselected, for example, from carboxymethyl cellulose, polyethyleneglycol, gum arabic, etc.

The herbicidal composition of this invention may also be used, asrequired, upon mixing with an insecticide, a germicide or otherherbicide or as a composite herbicide containing them.

The "other herbicide" above is especially preferably selected from theforgoing compounds (2A) to (2F).

In general, when the composite herbicide is prepared by incorporatingother herbicide of the compounds (2A) to (2F) into a mixture compositionof a compound of the formula (I) with a compound of the formulae (II)-1to (II)-6, the amount of the compound(s) of the formulae (2A) to (2F) ispreferably 0.1 to 2 kg/ha based on a mixture of 0.05 to 0.5 kg/ha of thecompound(s) of the formula (I) with 0.05 to 1 kg/ha of the compound(s)of the formulae (II)-1 to (II)-6.

The herbicidal composition of this invention exhibits excellentherbicidal activity against a variety of broad-leaved weeds such asvelvetleaf (Abutilon theophrasti), cocklebur (Xanthium strumarium),pigweed redroot (Amaranthus viridis), lambsquarters common(Chenopodiumalbum), jimson weed (Datura stramonium), blackjack common(Bidenspilosa), morningglory perennial(Ipomoea learii), bindweed (Calystegiajaponica), smartweed (Polygonum longisetum), black nightshade (Solanumnigrum), violet field (Viola arvensis), field speedwell (Veronicapersica), ivyleaf speedwell (Veronica hederaefolia), chickweed(Stellaria media), wild mustard (Sinapis arvensis), Shepherd's purse(Capsella bursa-pastoris), deadnettle red (Lamium purpurem), henbit(Lamium amplexicaule), chamomile (Matricaria chamomilla), forget-me-notfield (Myosotis arvensis), and shows high safety for useful crops suchas wheat (Triticum aestivum), barley (Hordeum vulgare), corn (Zea mays),etc.

The present inventors have further found that even when the herbicidesconstituting the herbicidal composition of this invention aresimultaneously but separately applied to an area where weeds to becontrolled occur thereby to realize a combination of these herbicides onthe weeds or in soil in said area, the completely same effect as that ofthe herbicidal composition of this invention can be achieved.

According to this invention, therefore, there is provided a method ofcontrolling weeds, which comprises applying at least one of thecompounds of the formula (I) and at least one of the compounds of theformula (II)-1 to (II)-6 simultaneously as separate herbicides to anarea where weeds to be controlled occur.

In the above method, the herbicide of the compound(s) of the formula (I)and the herbicide of the compound(s) of the formula (II)-1 to (II)-6 canbe respectively formulated in the same manner as in the formulation ofthe herbicidal composition of this invention.

In the method of this invention, the compound(s) of the formula (I) andthe compound(s) of the formula (II)-1 to (II)-6 may be simultaneouslyapplied as separate herbicides or may be applied after mixing theseseparate herbicides before application and, as required, diluting themixture.

EXAMPLES

The following Examples illustrate this invention further in detail.

To begin with, Formulation Examples of herbicidal compositions of thisinvention are described, in which "%" stands for "% by weight".

FORMULATION EXAMPLE 1 Wettable Powder

Six percent of one of the compounds of the general formula (I), 6 to 24%of one of the compounds of the general formulae (II)-1 to (II)-6, 3% ofa sodium salt of higher alcohol sulfate ester and 85 to 67% of kaolinwere homogeneously mixed, and the resultant mixture was pulverized toform a wettable powder.

FORMULATION EXAMPLE 2 Emulsifiable Concentrate

Ten percent of one of the compounds of the general formula (I), 10 to40% of one of the compounds of the general formulae (II)-1 to (II)-6,10% of polyoxyethylene alkylaryl ether, 30% of cyclohexanone and 40 to10% of dimethylformamide were homogeneously mixed and dissolved to forman emulsifiable concentrate.

The herbicidal composition of this invention in the above formulation isapplied directly or upon diluted in a suitable concentration.

EXAMPLE 1

Sieved upland farm soil (clay loam) was filled in plastic pots of1/2,000 a, and seeds of cocklebur, velvetleaf, jimson weed, pigweed,morningglory, blackjack and corn (dent corn) were sown and covered 1 cmhigh with soil. These plants were grown in a greenhouse. When the corngrew to the five-leaf stage, a prescribed amout of the wettable powderwhich was prepared according to Formulation Example 1 was added to 1.5liters/are of water, and the mixture was sprayed to the stalks andleaves of the weeds with a microsprayer. In this case, a 1/2,000NEOESTERIN solution was added as a spreader. After the application ofthe wettable powders, the pots of the above treated weeds were allowedto stand in the greenhouse. One month after the treatment, theherbicidal compounds or compositions were evaluated on the herbicidaleffects on the weeds and phytotoxicity to the corn on the basis of thefollowing standard, and the results are shown in Table 4.

    ______________________________________                                        Rating Standards                                                              Rating    Herbicidal effect                                                                           Phytotoxicity                                         ______________________________________                                        5         withered      do                                                    4.5       90% to 99%    do                                                    4         80% to 89%    do                                                    3.5       70% to 79%    do                                                    3         60% to 69%    do                                                    2.5       50% to 59%    do                                                    2         40% to 49%    do                                                    1.5       30% to 39%    do                                                    1         20% to 29%    do                                                    0.5        1% to 19%    do                                                    0         no herbicidal effect                                                                        no phytotoxicity                                      ______________________________________                                    

Asterisks (*) in Tables 4 to 8 mean Comparative Examples in which one ofthe compounds of the formula (I) or one of the compounds of the formulae(II)-1 to (II)-6 was used alone.

Note to Tables 4 to 7

The alphabets in the columns of "Herbicidal effect" and "Phytotoxicity"represents the following weed and crop.

a: cocklebur

b: velvetleaf

c: jimson weed

d: pigweed

e: morningglory

f: blackjack

g: corn

                  TABLE 4                                                         ______________________________________                                                                        Phyto-                                        Dose           Herbicidal effect                                                                              toxicity                                      Compound                                                                              (kg/ha)    a     b   c   d   e   f    g                               ______________________________________                                        14*     0.25       3     3   5   5   2   2    0                               14 + (II)-1                                                                           0.125 + 0.063                                                                            5     5   5   5   4   4    0                               (II)-1*  0.125     4     4   4   4   4   3    1                               14 + (II)-2                                                                           0.125 + 0.125                                                                            5     5   5   5   4   4    0                               (II)-2* 0.25       5     2   2   2   0   0    0                               15*     0.25       4     4   5   5   3   4    0                               15 + (II)-1                                                                           0.125 + 0.063                                                                            5     5   5   5   5   5    0                               15 + (II)-2                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               38*     0.25       4     4   5   5   4   4    0                               38 + (II)-1                                                                           0.125 + 0.063                                                                            5     5   5   5   5   5    0                               38 + (II)-2                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               44*     0.25       4     4   5   5   4   4    0                               44 + (II)-1                                                                           0.125 + 0.063                                                                            5     5   5   5   5   5    0                               44 + (II)-2                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               54*     0.25       4     4   5   5   3   3    0                               54 + (II)-1                                                                           0.125 + 0.063                                                                            5     5   5   5   4   4    0                               54 + (II)-2                                                                           0.125 + 0.125                                                                            5     5   5   5   4   5    0                               57*     0.25       4     5   5   5   4   4    0                               57 + (II)-1                                                                           0.125 + 0.063                                                                            5     5   5   5   5   5    0                               57 + (II)-2                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               64*     0.25       4     5   5   5   4   4    0                               64 + (II)-1                                                                           0.125 + 0.063                                                                            5     5   5   5   5   5    0                               64 + (II)-2                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               66*     0.25       4     5   5   5   4   4    0                               66 + (II)-1                                                                           0.125 + 0.063                                                                            5     5   5   5   5   5    0                               66 + (II)-2                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               ______________________________________                                    

EXAMPLE 2

Example 1 was repeated for evaluation of herbicidal effects andphytotoxicity except that the herbicidally active compounds werechanged. The same rating standard as that in Example 1 was used. Table 5shows the results.

                  TABLE 5                                                         ______________________________________                                                                        Phyto-                                        Dose           Herbicidal effect                                                                              toxicity                                      Compound                                                                              (kg/ha)    a     b   c   d   e   f    g                               ______________________________________                                        13*     0.25       3     4   4   5   2   3    0                               13 + (II)-3                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               13 + (II)-4                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               5*      0.25       3     3   3   5   3   2    0                               5 + (II)-3                                                                            0.125 + 0.125                                                                            4     4   4   5   5   5    0                               5 + (II)-4                                                                            0.125 + 0.125                                                                            5     5   5   5   5   5    0                               22*     0.25       3     4   4   4   4   3    0                               22 + (II)-3                                                                           0.125 + 0.125                                                                            4     5   4   5   5   4    0                               22 + (II)-4                                                                           0.125 + 0.125                                                                            4     5   4   5   5   4    0                               31*     0.25       4     4   4   5   4   3    0                               31 + (II)-3                                                                           0.125 + 0.125                                                                            5     4   5   5   5   5    0                               31 + (II)-4                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               37*     0.25       3     4   4   5   4   3    0                               37 + (II)-3                                                                           0.125 + 0.125                                                                            4     4   5   5   5   4    0                               37 + (II)-4                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               41*     0.25       4     4   5   4   5   4    0                               41 + (II)-3                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               41 + (II)-4                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               49*     0.25       3     3   4   4   4   4    0                               49 + (II)-3                                                                           0.125 + 0.125                                                                            4     4   4   5   5   5    0                               49 + (II)-4                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               49 + (II)-5                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               66*     0.25       4     4   5   5   5   4    0                               66 + (II)-3                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               66 + (II)-4                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               66 + (II)-5                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               79*     0.25       3     4   4   5   4   3    0                               79 + (II)-3                                                                           0.125 + 0.125                                                                            4     5   5   5   5   5    0                               79 + (II)-4                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               79 + (II)-5                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               64*     0.25       3     4   4   5   4   3    0                               64 + (II)-3                                                                           0.125 + 0.125                                                                            4     5   5   5   4   4    0                               64 + (II)-4                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               64 + (II)-5                                                                           0.125 + 0.125                                                                            5     4   5   5   4   4    0                               ______________________________________                                    

EXAMPLE 3

Example 1 was repeated for evaluation of herbicidal effects andphytotoxicity except that Formulation Example 2 was used in place ofFormulation Example 1. The same rating standard as that in Example 1 wasused. Table 6 shows the results.

                  TABLE 6                                                         ______________________________________                                                                        Phyto-                                        Dose           Herbicidal effect                                                                              toxicity                                      Compound                                                                              (kg/ha)    a     b   c   d   e   f    g                               ______________________________________                                        1*      0.25       3     3   3   3   2   4    0                               1 + (II)-1                                                                            0.125 + 0.125                                                                            5     5   5   5   4   5    0                               1 + (II)-4                                                                            0.125 + 0.125                                                                            5     5   5   5   5   5    0                               1 + (II)-5                                                                            0.125 + 0.125                                                                            5     5   5   5   5   5    0                               1 + (II)-6                                                                            0.125 + 0.125                                                                            5     5   5   5   5   5    0                               15*     0.25       3     3   3   4   3   3    0                               15 + (II)-1                                                                           0.125 + 0.125                                                                            5     5   5   5   4   5    0                               15 + (II)-4                                                                           0.125 + 0.125                                                                            4     5   5   5   5   5    0                               15 + (II)-5                                                                           0.125 + 0.125                                                                            4     5   5   5   5   5    0                               15 + (II)-6                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               34*     0.25       3     4   5   5   3   4    0                               34 + (II)-1                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               34 + (II)-4                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               34 + (II)-5                                                                           0.125 + 0.125                                                                            4     5   5   5   5   5    0                               34 + (II)-6                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               57*     0.25       3     3   4   4   3   3    0                               57 + (II)-1                                                                           0.125 + 0.125                                                                            5     5   5   5   4   5    0                               57 + (II)-4                                                                           0.125 + 0.125                                                                            5     5   5   5   4   5    0                               57 + (II)-5                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               57 + (II)-6                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               66*     0.25       3     4   5   5   4   5    0                               66 + (II)-1                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               66 + (II)-4                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               66 + (II)-5                                                                           0.125 + 0.125                                                                            5     5   5   5   4   5    0                               66 + (II)-6                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               79*     0.25       4     3   5   5   3   4    0                               79 + (II)-1                                                                           0.125 + 0.125                                                                            5     5   5   5   4   5    0                               79 + (II)-4                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               79 + (II)-5                                                                           0.125 + 0.125                                                                            4     5   5   5   4   5    0                               79 + (II)-6                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               92*     0.25       4     4   5   5   3   4    0                               92 + (II)-1                                                                           0.125 + 0.125                                                                            5     5   5   5   4   5    0                               92 + (II)-4                                                                           0.125 + 0.125                                                                            5     5   5   5   4   5    0                               92 + (II)-5                                                                           0.125 + 0.125                                                                            5     5   5   5   4   5    0                               92 + (II)-6                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               ______________________________________                                    

EXAMPLE 4

Six percent of one of the compounds of the general formula (I), 3% of asodium salt of higher alcohol sulfate ester and 91% of kaolin werehomogeneously mixed, and the mixture was pulverized to form a wettablepowder. Separately, 6 to 24% of one of the compounds of the generalformulae (II)-1 to (II)-6, 3% of a sodium salt of higher alcohol sulfateester and 73 to 91% of kaolin were homogeneously mixed, and the mixturewas pulverized to form a wettable powder. A prescribed amount of theabove wettable powder of the compound of the general formula (I) and apresecribed amount of the above wettable powder of the compound of thegeneral formulae (II)-1 to (II)-6 were added to 1.5 liters/are of waterto dilute a mixture, and the resultant mixture was sprayed to stalks andleaves with a microsprayer.

The plants and rating standard for evaluation of herbicidal effect andphytotoxicity were the same as those in Example 1. Table 7 shows theresults.

                  TABLE 7                                                         ______________________________________                                                                        Phyto-                                        Dose           Herbicidal effect                                                                              toxicity                                      Compound                                                                              (kg/ha)    a     b   c   d   e   f    g                               ______________________________________                                        5*      0.25       3     3   3   5   3   2    0                               5 + (II)-1                                                                            0.125 + 0.125                                                                            4     4   5   5   4   4    0                               5 + (II)-3                                                                            0.125 + 0.125                                                                            4     5   5   5   4   4    0                               5 + (II)-5                                                                            0.125 + 0.125                                                                            4     5   5   5   4   3    0                               5 + (II)-6                                                                            0.125 + 0.125                                                                            5     5   5   5   5   5    0                               35*     0.25       3     3   4   4   3   3    0                               35 + (II)-1                                                                           0.125 + 0.125                                                                            5     5   5   5   4   4    0                               35 + (II)-3                                                                           0.125 + 0.125                                                                            5     5   5   5   5   4    0                               35 + (II)-5                                                                           0.125 + 0.125                                                                            5     5   5   5   4   4    0                               35 + (II)-6                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               48*     0.25       4     4   4   5   3   4    0                               48 + (II)-1                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               48 + (II)-2                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               48 + (II)-3                                                                           0.125 + 0.125                                                                            5     5   5   5   4   4    0                               48 + (II)-6                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               65*     0.25       3     4   5   5   4   3    0                               65 + (II)-1                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               65 + (II)-2                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               65 + (II)-3                                                                           0.125 + 0.125                                                                            5     5   5   5   5   4    0                               65 + (II)-4                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               66*     0.25       4     4   5   5   5   4    0                               66 + (II)-1                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               66 + (II)-4                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               66 + (II)-5                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               66 + (II)-6                                                                           0.125 + 0.125                                                                            5     5   5   5   5   5    0                               ______________________________________                                    

EXAMPLE 5

Six percent of one of the compounds of the general formula (I), 6% ofone of the compounds of the general formulae (II)-1 to (II)-6, 6% of oneof the compounds (2A) to (2F), 3% of a sodium salt of higher alcoholsulfate ester and 79% of kaolin were homogeneously mixed, and themixture was pulverized to form a wettable powder.

The wettable powder was diluted with 1.5 liters/are of water, and theresultant dilute solution was sprayed to stalks and leaves with amicrosprayer.

The plants used were winter wheat (Triticum aestrivum), catchweed(Galium aparine), chickweed (Stellaria media), violet field (Violaarvensis), field speedwell (Veronica persica), henbit (Lamiumamplexicaule), chamomile (Matricaria chamomilla) and blackgrass(Alopecurus myosuroides), and the rating standard for herbicial effectand phytotoxicity were the same as that used in Example 1. Table 8 showsthe results.

Note to Table 8

The alphabets in the columns of "Herbicidal effect" and "Phytotoxicity"represent the following weed and crop.

h: catchweed

i: chickweed

j: violet field

k: field speedwell

l: henbit

m: chamomile

n: blackgrass

o: winter wheat

                                      TABLE 8                                     __________________________________________________________________________             Dose      Herbicidal effect                                                                           Phytotoxicity                                Compound (kg/ha)   h i j k l m n o                                            __________________________________________________________________________    35*      0.25      1 4 3 5 4 2 0 0                                            35 + (II)-1 + 2A                                                                       0.125 + 0.125 + 0.5                                                                     4 5 4 5 5 3 4 0                                            35 + (II)-3 + 2B                                                                       0.125 + 0.125 + 0.5                                                                     4 5 4 5 5 3 3 0                                            35 + (II)-3 + 2C                                                                       0.125 + 0.125 + 0.5                                                                     3 5 4 5 5 3 5 0                                            35 + (II)-3 + 2D                                                                       0.125 + 0.125 + 0.5                                                                     3 5 5 5 5 5 5 0                                            35 + (II)-3 + 2E                                                                       0.125 + 0.125 + 0.5                                                                     3 5 4 5 5 5 5 0                                            35 + (II)-3 + 2F                                                                       0.125 + 0.125 + 0.5                                                                     3 5 4 5 5 4 3 0                                            35 + (II)-4 + 2A                                                                       0.125 + 0.125 + 0.5                                                                     5 5 4 5 5 4 3 0                                            35 + (II)-4 + 2B                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 4 3 0                                            35 + (II)-4 + 2C                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 4 5 0                                            35 + (II)-4 + 2D                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 5 5 0                                            35 + (II)-4 + 2E                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 5 5 0                                            35 + (II)-4 + 2F                                                                       0.125 + 0.125 + 0.5                                                                     5 5 4 5 5 4 4 0                                            43*      0.25      1 4 2 5 5 1 0 0                                            43 + (II)-1 + 2D                                                                       0.125 + 0.125 + 0.5                                                                     4 5 4 5 5 5 5 0                                            43 + (II)-1 + 2E                                                                       0.125 + 0.125 + 0.5                                                                     3 5 5 5 5 5 5 0                                            43 + (II)-3 + 2D                                                                       0.125 + 0.125 + 0.5                                                                     3 5 4 5 5 5 5 0                                            43 + (II)-3 + 2E                                                                       0.125 + 0.125 + 0.5                                                                     3 5 4 5 5 5 5 0                                            43 + (II)-4 + 2C                                                                       0.125 + 0.125 + 0.5                                                                     5 5 4 5 5 5 5 0                                            43 + (II)-4 + 2D                                                                       0.125 + 0.125 + 0.5                                                                     5 5 3 5 5 5 5 0                                            43 + (II)-4 + 2E                                                                       0.125 + 0.125 + 0.5                                                                     5 5 4 5 5 5 5 0                                            43 + (II)-5 + 2C                                                                       0.125 + 0.125 + 0.5                                                                     3 5 4 5 5 5 5 0                                            43 + (II)-5 + 2D                                                                       0.125 + 0.125 + 0.5                                                                     3 5 4 5 5 5 5 0                                            43 + (II)-5 + 2E                                                                       0.125 + 0.125 + 0.5                                                                     3 5 4 5 5 5 5 0                                            66*      0.25      2 5 3 5 5 3 1 0                                            66 + (II)-1 + 2C                                                                       0.125 + 0.125 + 0.5                                                                     4 5 4 5 5 3 5 0                                            66 + (II)-1 + 2D                                                                       0.125 + 0.125 + 0.5                                                                     4 5 4 5 5 5 5 0                                            66 + (II)-1 + 2E                                                                       0.125 + 0.125 + 0.5                                                                     4 5 4 5 5 5 5 0                                            66 + (II)-2 + 2C                                                                       0.125 + 0.125 + 0.5                                                                     4 5 4 5 5 4 5 0                                            66 + (II)-2 + 2D                                                                       0.125 + 0.125 + 0.5                                                                     4 5 4 5 5 5 5 0                                            66 + (II)-2 + 2E                                                                       0.125 + 0.125 + 0.5                                                                     4 5 4 5 5 5 5 0                                            66 + (II)-3 + 2C                                                                       0.125 + 0.125 + 0.5                                                                     4 5 4 5 5 4 5 0                                            66 + (II)-3 + 2D                                                                       0.125 + 0.125 + 0.5                                                                     4 5 4 5 5 5 5 0                                            66 + (II)-3 + 2E                                                                       0.125 + 0.125 + 0.5                                                                     4 5 4 5 5 5 5 0                                            66 + (II)-4 + 2C                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 4 5 0                                            66 + (II)-4 + 2D                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 5 5 0                                            66 + (II)-4 + 2E                                                                       0.125 +  0.125 + 0.5                                                                    5 5 5 5 5 5 5 0                                            66 + (II)-5 + 2C                                                                       0.125 + 0.125 + 0.5                                                                     3 5 4 5 5 4 5 0                                            66 + (II)-5 + 2D                                                                       0.125 + 0.125 + 0.5                                                                     3 5 4 5 5 5 5 0                                            66 + (II)-5 + 2E                                                                       0.125 + 0.125 + 0.5                                                                     3 5 4 5 5 5 5 0                                            66 + (II)-6 + 2C                                                                       0.125 + 0.125 + 0.5                                                                     3 5 5 5 5 5 5 0                                            66 + (II)-6 + 2D                                                                       0.125 + 0.125 + 0.5                                                                     3 5 4 5 5 5 5 0                                            66 + (II)-6 + 2E                                                                       0.125 + 0.125 + 0.5                                                                     3 5 5 5 5 5 5 0                                            80*      0.25      0 5 3 5 4 2 1 0                                            80 + (II)-4 + 2A                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 3 3 0                                            80 + (II)-4 + 2B                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 3 3 0                                            80 +  (II)-4 + 2C                                                                      0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 3 5 0                                            80 + (II)-4 + 2D                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 5 5 0                                            80 + (II)-4 + 2E                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 5 5 0                                            80 + (II)-4 + 2F                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 4 4 0                                            80 + (II)-5 + 2A                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 4 3 0                                            80 + (II)-5 + 2B                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 4 4 0                                            80 + (II)-5 + 2C                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 4 4 0                                            80 + (II)-5 + 2D                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 5 5 0                                            80 + (II)-5 + 2E                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 5 5 0                                            80 + (II)-5 +  2F                                                                      0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 4 4 0                                            80 + (II)-6 + 2A                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 5 5 0                                            80 + (II)-6 + 2B                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 5 5 0                                            80 + (II)-6 + 2C                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 5 5 0                                            80 + (II)-6 + 2D                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 5 5 0                                            80 + (II)-6 + 2E                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 5 5 0                                            80 + (II)-6 + 2F                                                                       0.125 + 0.125 + 0.5                                                                     5 5 5 5 5 5 5 0                                            __________________________________________________________________________

We claim:
 1. A herbicidal composition containing, as activeingredients,(A) at least one compound selected from the group consistingof compounds of the following formula (I) ##STR20## wherein: Ar isselected from the organic groups of the following formulae (I)-a, (I)-band (I)-c, ##STR21## in which R¹ to R³ are the same as or different fromeach other and are a hydrogen atom, a methyl group or an ethyl group,##STR22## in which R⁴ is a hydrogen atom, a hydroxyl group, a methylgroup, a methoxy group or an ethoxy group, and R⁵ and R⁶ are the same asor different from each other and are a hydrogen atom, a methyl group oran ethyl group, ##STR23## in which R⁷ to R⁹ are the same as or differentfrom each other and are a hydrogen atom, a methyl group or an ethylgroup, and R¹⁰ is a hydrogen atom, a hydroxyl group, a methyl group, amethoxy group or an ethoxy group, and R is a methyl group or a methoxygroup, and (B) at least one compound selected from the group consistingof compounds of the following formulae (II)-1, (II)-2, (II)-3, (II)-4,(II)-5 and (II)-6. ##STR24##
 2. A herbicidal composition set forth inclaim 1, which further contains at least one compound selected from thegroup consisting of 4-chlorobutyn-2-yl N-(3-chlorophenyl)carbamate,1,2-dimethyl-3,5-diphenyl-1H-pyrazolium methylsulfate, methyl2-[4-(2,4-dichlorophenoxy)phenoxy]propionate,3-(4-isopropylphenyl)-1,1-dimethylurea,3-(3-chloro-4-methylphenyl)-1,1-dimethylurea, ethyl2-[N-benzoyl-N-(3,4-dichlorophenyl)amino]propionate,S-2,3,3-trichloro-2-propenyl-N,N-diisopropylthiocarbamate,4-hydroxy-3,5-diiodobenzonitrile,2-chloro-N-(4-methoxy-6-methyl-1,3,5-triazin-2-ylaminocarbonyl)benzenesulfonamide, 3-(2-benzothiazolyl)-1,3-dimethylurea,2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine,2-(4-chloro-6-ethylamino-1,3,5-triazin-2-yl)amino-2-methylpropionitrile,2-(3,5-dichlorophenyl)-2-(2,2,2-trichloroethyl)oxirane,2-chloro-2'-ethyl-N-(2-methoxy-1-methylethyl)-6'-methylacetanilide,2-chloro-2',6'-diethyl-N-methoxymethyl-acetanilide,2-chloro-N-isopropyl-N-(3,3,5-trimethylcyclohexenyl)-acetamide,3-(5-tert-butyl-1,3,4-thiadiazolyl-2-yl)-1,3-dimethylurea,1,3-dimethyl-3-(5-trifluoromethyl-1,3,4-thiadiazoyl-2-yl)urea,1-(5-ethylsulfonyl-1,3,4-thiadiazoyl-2-yl)-1,3-dimethylurea,3-(3,4-dichlorophenyl)-1,1-dimethylurea,3-(3,4-dichlorophenyl)-1-methoxy-1-methylurea, 4-chloro-2-methylphenoxyacetate, isopropyl N-(3-chlorophenyl)-carbamate ester,N,N-diethylthiolcarbamic acid-S-(2-chlorobenzyl)ester,2-methylthio-4-isopropylamino-6-methylamino-1,3,5-triazine and2-chloro-4,6-bis(ethylamino)-1,3,5-triazine.
 3. A method of controllingweeds, which comprises applying a herbicidally effective amount of atleast one of the compounds of the following formula ##STR25## and aherbicidally effective amount of at least one of the compounds of thefollowing formulae (II)-1 to (II)-6 ##STR26## simultaneously as separateherbicides directly on the stalks or leaves of weeds to be controlledduring growth or to the soil in an area where weeds to be controlledoccur.
 4. The method of controlling weeds according to claim 3 whereinan amount of at least one compound of formula I of from about 0.05 to0.5 kg/ha and an amount of at least one compound of formula II of fromabout 0.05 to 1 kg/ha are applied to said area.
 5. The herbicidalcomposition of claim 1 further comprising at least one componentselected from the group consisting of a carrier, a surfactant, adispersant, and an adjuvant.
 6. The herbicidal composition of claim 1further comprising a compound selected from the group consisting of aninsecticide, a germicide and another herbicide.
 7. The herbicidalcomposition of claim 1 which further comprises another herbicideselected from the group consisting of compounds (2A) through (2F):(2A)4-chlorobutyn-2-yl N-(3-chlorophenyl) carbamate, (2B)1,2-dimethyl-3,5-diphenyl-1 H-pyrazolium methyl sulfate, (2C) methyl2-[4-(2,4-dichlorophenoxy)-phenoxy] propionate, (2D)3-(4-isopropylphenyl)-1,1-dimethylurea, (2E)3-(3-chloro-4-methylphenyl)-1,1-dimethylurea and (2F) ethyl2-[N-benzoyl-N-(3-4-dichlorophenyl amino] propionate.
 8. The compositionof claim 1 which comprises a wettable powder comprising about 6% byweight of a compound of the general formula (I) and from about 6 toabout 24% by weight of a compound of the general formulae (II)-1 to(II)-6.
 9. The composition of claim 1 which comprises an emulsifiableconcentrate comprising about 10% by weight of a compound of the generalformula (I) and from about 10 to 40% by weight of a compound of thegeneral formula (II)-1 to (II)-6.
 10. The composition of claim 1 whichcomprises as an active ingredient (A) a compound of the followingformula ##STR27##
 11. The composition of claim 1 which comprises asactive ingredients compound (A) having the formula ##STR28## andcompound (B) having the formula (II)-1.
 12. The composition of claim 1which comprises as an active ingredient (A) a compound of the followingformula ##STR29## and (B) a compound of the following formula ##STR30##